Compound

1-O-hexadecyl-sn-glycero-3-phosphocholine

A lysophosphatidylcholine O-16:0e in which the hexadecyl group at C-1 contains 16 carbons of which none are unsaturated.

Definition from ChEBI (CHEBI:64496), read 2026-09-23. CC BY 4.0.

CHEBI:64496ChEBI

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Structure

2D depiction

No three-dimensional record for this entry.

Class: Organic compound
Formula: C24H52NO6P
Mass: 481.655 g/mol
Charge: 0
InChIKey: VLBPIWYTPAXCFJ-XMMPIXPASA-N
SMILES: CCCCCCCCCCCCCCCCOC[C@@H](O)COP(=O)([O-])OCC[N+](C)(C)C
Look it up: ChEBI By InChIKey

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

8 entities

8 entities reached.

0 reported hops8 assembled from the scaffold

What the reference databases state

Chemical structure

1-O-hexadecyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholine has the functional parent 1-O-hexadecyl-sn-glycero-3-phosphocholineCompoundChEBI CHEBI:34112Inferred only

Statements

14 statements

14 statements · 1 reference database · Subject: 1-O-hexadecyl-sn-glycero-3-phosphocholine · Sources: Rhea

Order

1-O-hexadecyl-sn-glycero-3-phosphocholine is converted to 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholineCompoundRhea RHEA:37719Inferred only
1-O-hexadecyl-2-succinyl-sn-glycero-3-phosphocholine is converted to 1-O-hexadecyl-sn-glycero-3-phosphocholineCompoundRhea RHEA:41696Inferred only
1-O-hexadecyl-sn-glycero-3-phosphocholine is a substrate of ENPP2ProteinRhea RHEA:41143Inferred only
1-O-hexadecyl-sn-glycero-3-phosphocholine is a substrate of GDPD1ProteinRhea RHEA:41143Inferred only
1-O-hexadecyl-sn-glycero-3-phosphocholine is a substrate of GDPD3ProteinRhea RHEA:41143Inferred only
1-O-hexadecyl-sn-glycero-3-phosphocholine is a substrate of LPCAT1ProteinRhea RHEA:37811Inferred only
1-O-hexadecyl-sn-glycero-3-phosphocholine is a substrate of LPCAT1ProteinRhea RHEA:37719Inferred only
1-O-hexadecyl-sn-glycero-3-phosphocholine is a substrate of LPCAT2ProteinRhea RHEA:37719Inferred only
1-O-hexadecyl-sn-glycero-3-phosphocholine is a substrate of LPCAT4ProteinRhea RHEA:37783Inferred only
1-O-hexadecyl-sn-glycero-3-phosphocholine is a substrate of LPCAT4ProteinRhea RHEA:37787Inferred only
1-O-hexadecyl-sn-glycero-3-phosphocholine is a substrate of PLA2G4CProteinRhea RHEA:63656Inferred only
1-O-hexadecyl-sn-glycero-3-phosphocholine is a substrate of PLA2G4CProteinRhea RHEA:63776Inferred only

Show the remaining 2

1-O-hexadecyl-sn-glycero-3-phosphocholine is a substrate of PLA2G4CProteinRhea RHEA:63760Inferred only
1-O-hexadecyl-sn-glycero-3-phosphocholine is a substrate of SMPD2ProteinRhea RHEA:36087Inferred only

Reactions

19 reactions

1-O-hexadecyl-sn-glycero-3-phosphocholine+water1-O-hexadecyl-sn-glycerol+phosphocholine+hydron
Catalysed by SMPD2
Reaction pageLeft to rightBalanced
Rhea RHEA:36087CC BY 4.0Reference data
1-O-hexadecyl-sn-glycero-3-phosphocholine+acetyl-CoA1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine+coenzyme A(4-)
Catalysed by LPCAT2 or LPCAT1
Reaction pageLeft to rightBalanced
Rhea RHEA:37719CC BY 4.0Reference data
1-O-hexadecyl-sn-glycero-3-phosphocholine+(9Z)-octadecenoyl-CoA1-O-hexadecyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholine+coenzyme A(4-)
Catalysed by LPCAT4
Reaction pageLeft to rightBalanced
Rhea RHEA:37783CC BY 4.0Reference data
1-O-hexadecyl-sn-glycero-3-phosphocholine+(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA1-O-hexadecyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine+coenzyme A(4-)
Catalysed by LPCAT4
Reaction pageLeft to rightBalanced
Rhea RHEA:37787CC BY 4.0Reference data
1-O-hexadecyl-sn-glycero-3-phosphocholine+hexadecanoyl-CoA1-O-hexadecyl-2-hexadecanoyl-sn-glycero-3-phosphocholine+coenzyme A(4-)
Catalysed by LPCAT1
Reaction pageLeft to rightBalanced
Rhea RHEA:37811CC BY 4.0Reference data
1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine+water1-O-hexadecyl-sn-glycero-3-phosphocholine+acetate+hydron
Catalysed by PLA2G10 or PLA2G6 or PAFAH1B2 or PLA2G7 or PAFAH1B3 or ABHD3 or PAFAH2
Reaction pageLeft to rightBalanced
Rhea RHEA:40479CC BY 4.0Reference data
1-O-hexadecyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholine+water1-O-hexadecyl-sn-glycero-3-phosphocholine+(9Z)-octadecenoate+hydron
Catalysed by PLB1
Reaction pageLeft to rightBalanced
Rhea RHEA:40915CC BY 4.0Reference data
1-O-hexadecyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine+water1-O-hexadecyl-sn-glycero-3-phosphocholine+(5Z,8Z,11Z,14Z)-eicosatetraenoate+hydron
Catalysed by PLA2G6 or PLA2G4A or PLA2G4F or PLA2G4C
Reaction pageLeft to rightBalanced
Rhea RHEA:41067CC BY 4.0Reference data
1-O-hexadecyl-sn-glycero-3-phosphocholine+water1-O-hexadecyl-sn-glycero-3-phosphate+choline+hydron
Catalysed by ENPP2 or GDPD3 or GDPD1
Reaction pageLeft to rightBalanced
Rhea RHEA:41143CC BY 4.0Reference data
1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine+a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine1-O-(1Z-alkenyl)-2-acetyl-sn-glycero-3-phosphoethanolamine+1-O-hexadecyl-sn-glycero-3-phosphocholine
Catalysed by PAFAH2
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:41396CC BY 4.0Reference data
1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine+sphing-4-enine1-O-hexadecyl-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine+hydron
Catalysed by PAFAH2
Reaction pageLeft to rightBalanced
Rhea RHEA:41408CC BY 4.0Reference data
1-O-hexadecyl-2-propanoyl-sn-glycero-3-phosphocholine+water1-O-hexadecyl-sn-glycero-3-phosphocholine+propanoate+hydron
Catalysed by PAFAH2
Reaction pageLeft to rightBalanced
Rhea RHEA:41688CC BY 4.0Reference data

Show the remaining 7

Other names

14 names

Resolves to: 1-O-hexadecyl-sn-glycero-3-phosphocholine

Also called: 1-hexadecyl-sn-glycero-3-phosphocholine1-O-Hexadecyl-2-lyso-sn-glycero-3-phosphocholine1-O-Hexadecyl-sn-glycero-3-phosphatidylcholine1-O-Hexadecyl-sn-glyceryl-3-phosphorylcholine1-palmityl-GPCGPC(O-16:0/0:0)LPC O-16:0LPC O-16:0/0:0LPC(O-16:0)Lyso-platelet-activating factorLysophosphatidylcholine(O-16:0/0:0)PC O-16:0/0:0PC(O-16:0/0:0)
Systematic name: (2R)-3-(hexadecyloxy)-2-hydroxypropyl 2-(trimethylammonio)ethyl phosphate